H. Yoshida, H. Ohtsuka, K. Yoshida
Dec 1, 1988
Citations
0
Influential Citations
8
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
2,3-Diphenyl-, 2-methyl-3-phenyl-, and 2-methyl-3-(4-methylphenyl)cyclopropenone oxime hydrochlorides (3) were prepared in good yields from the corresponding cyclopropenones and hydroxylamine hydrochloride in methanol. The salts 3 reacted with alkyl and aryl isocyanates in the presence of triethylamine to afford 1:2 addition products 4,6-diazaspiro[2.3]hexenones in moderate yields. In contrast, acetone, acetophenone, and cyclohexanone oximes reacted with twice excess of methyl isocyanates to give linear 1:2 addition products and benzophenone oxime yielded only 1:1 addition product.